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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2019-10-11 16:53:36 UTC

Update Date

2022-03-07 03:18:19 UTC

HMDB ID

HMDB0240561

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Sulforaphane-N-acetyl-cysteine

Description

Sulforaphane-N-acetyl-cysteine belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. Based on a literature review very few articles have been published on Sulforaphane-N-acetyl-cysteine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0240561
     RDKit          3D
Sulforaphane-N-acetyl-cysteine
 40 39  0  0  0  0  0  0  0  0999 V2000
   -7.1128    0.3652    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5931   -0.7540   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5090   -1.5857   -0.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3571   -1.0045   -0.3408 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3637   -0.1906    0.2888 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0115   -0.8208    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7405    0.1865    0.8285 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197   -0.5483    0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0036   -2.0616   -0.3958 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9348   -0.0010    1.0163 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178   -0.6002    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1020    0.4707    0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5038   -0.0822   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2914    1.0730   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9597    0.6288   -1.0954 S   0  0  0  0  0  4  0  0  0  0  0  0
    7.9076    0.0763    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0976   -0.2318   -2.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3498    1.1855   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1354    1.5442   -1.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4410    2.1019    0.2399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6057    1.0994   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8973   -0.0334    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3062    0.8449    1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9796   -1.3582   -1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293   -0.1400    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9997   -1.8424    0.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8512   -0.8423   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.9471   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.8252    1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.4979    0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585    0.8876   -0.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.2877    0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9161   -0.4553    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -0.9158   -0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134    1.8696    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    1.3758   -1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9770    0.3872    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8903   -1.0176    0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5803    0.6480    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    2.7233   -0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  1
  6 26  1  0
  6 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 20 40  1  0
M  END


  Mrv1652310111918532D          

 21 20  0  0  1  0            999 V2000
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  1  1  4  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
 12  5  1  4  0  0  0
 12 11  2  0  0  0  0
 13  8  2  0  0  0  0
  9 13  1  6  0  0  0
 14  8  1  0  0  0  0
 15 10  2  0  0  0  0
 16 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20  2  1  0  0  0  0
 20  6  1  0  0  0  0
 20 17  2  0  0  0  0
  9 21  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0240561

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CSC(S)=NCCCCS(C)=O)(N=C(C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O4S3/c1-8(14)13-9(10(15)16)7-19-11(18)12-5-3-4-6-20(2)17/h9H,3-7H2,1-2H3,(H,12,18)(H,13,14)(H,15,16)/t9-,20?/m0/s1

> <INCHI_KEY>
IIHBKTCHILXGOT-KMYGYIBBSA-N

> <FORMULA>
C11H20N2O4S3

> <MOLECULAR_WEIGHT>
340.47

> <EXACT_MASS>
340.058520654

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
35.33281631721495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(1-hydroxyethylidene)amino]-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

> <ALOGPS_LOGP>
1.06

> <JCHEM_LOGP>
-0.7241940453507215

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.720968835810532

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.571027575839541

> <JCHEM_PKA_STRONGEST_BASIC>
4.520823636973895

> <JCHEM_POLAR_SURFACE_AREA>
99.32

> <JCHEM_REFRACTIVITY>
86.11760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(1-hydroxyethylidene)amino]-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240561
     RDKit          3D
Sulforaphane-N-acetyl-cysteine
 40 39  0  0  0  0  0  0  0  0999 V2000
   -7.1128    0.3652    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5931   -0.7540   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5090   -1.5857   -0.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3571   -1.0045   -0.3408 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3637   -0.1906    0.2888 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0115   -0.8208    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7405    0.1865    0.8285 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197   -0.5483    0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0036   -2.0616   -0.3958 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9348   -0.0010    1.0163 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178   -0.6002    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1020    0.4707    0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5038   -0.0822   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2914    1.0730   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9597    0.6288   -1.0954 S   0  0  0  0  0  4  0  0  0  0  0  0
    7.9076    0.0763    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0976   -0.2318   -2.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3498    1.1855   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1354    1.5442   -1.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4410    2.1019    0.2399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6057    1.0994   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8973   -0.0334    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3062    0.8449    1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9796   -1.3582   -1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293   -0.1400    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9997   -1.8424    0.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8512   -0.8423   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.9471   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.8252    1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.4979    0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585    0.8876   -0.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.2877    0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9161   -0.4553    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -0.9158   -0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134    1.8696    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    1.3758   -1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9770    0.3872    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8903   -1.0176    0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5803    0.6480    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    2.7233   -0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  1
  6 26  1  0
  6 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 20 40  1  0
M  END

HEADER    PROTEIN                                 11-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-OCT-19         0                                  
HETATM    1  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.668  -0.770   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       9.336  -6.930   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      10.669  -3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   18  S   UNK     0       5.335  -3.080   0.000  0.00  0.00           S+0
HETATM   19  S   UNK     0       8.002  -3.080   0.000  0.00  0.00           S+0
HETATM   20  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   21  H   UNK     0       9.336  -3.850   0.000  0.00  0.00           H+0
CONECT    1    8                                                            
CONECT    2   20                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   20                                                       
CONECT    7    9   19                                                       
CONECT    8    1   13   14                                                  
CONECT    9    7   10   13   21                                             
CONECT   10    9   15   16                                                  
CONECT   11   12   18   19                                                  
CONECT   12    5   11                                                       
CONECT   13    8    9                                                       
CONECT   14    8                                                            
CONECT   15   10                                                            
CONECT   16   10                                                            
CONECT   17   20                                                            
CONECT   18   11                                                            
CONECT   19    7   11                                                       
CONECT   20    2    6   17                                                  
CONECT   21    9                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0240561
HETATM    1  C1  UNL     1      -7.113   0.365   0.628  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.593  -0.754  -0.188  1.00  0.00           C  
HETATM    3  O1  UNL     1      -7.509  -1.586  -0.829  1.00  0.00           O  
HETATM    4  N1  UNL     1      -5.357  -1.004  -0.341  1.00  0.00           N  
HETATM    5  C3  UNL     1      -4.364  -0.191   0.289  1.00  0.00           C  
HETATM    6  C4  UNL     1      -3.012  -0.821   0.044  1.00  0.00           C  
HETATM    7  S1  UNL     1      -1.740   0.187   0.828  1.00  0.00           S  
HETATM    8  C5  UNL     1      -0.120  -0.548   0.549  1.00  0.00           C  
HETATM    9  S2  UNL     1       0.004  -2.062  -0.396  1.00  0.00           S  
HETATM   10  N2  UNL     1       0.935  -0.001   1.016  1.00  0.00           N  
HETATM   11  C6  UNL     1       2.218  -0.600   0.784  1.00  0.00           C  
HETATM   12  C7  UNL     1       3.102   0.471   0.184  1.00  0.00           C  
HETATM   13  C8  UNL     1       4.504  -0.082  -0.100  1.00  0.00           C  
HETATM   14  C9  UNL     1       5.291   1.073  -0.694  1.00  0.00           C  
HETATM   15  S3  UNL     1       6.960   0.629  -1.095  1.00  0.00           S  
HETATM   16  C10 UNL     1       7.908   0.076   0.301  1.00  0.00           C  
HETATM   17  O2  UNL     1       7.098  -0.232  -2.315  1.00  0.00           O  
HETATM   18  C11 UNL     1      -4.350   1.186  -0.265  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.135   1.544  -1.177  1.00  0.00           O  
HETATM   20  O4  UNL     1      -3.441   2.102   0.240  1.00  0.00           O  
HETATM   21  H1  UNL     1      -7.606   1.099  -0.053  1.00  0.00           H  
HETATM   22  H2  UNL     1      -7.897  -0.033   1.313  1.00  0.00           H  
HETATM   23  H3  UNL     1      -6.306   0.845   1.212  1.00  0.00           H  
HETATM   24  H4  UNL     1      -7.980  -1.358  -1.676  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.529  -0.140   1.395  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.000  -1.842   0.487  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.851  -0.842  -1.044  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.731  -1.947  -1.575  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.642  -0.825   1.795  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.154  -1.498   0.172  1.00  0.00           H  
HETATM   31  H11 UNL     1       2.658   0.888  -0.737  1.00  0.00           H  
HETATM   32  H12 UNL     1       3.256   1.288   0.917  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.916  -0.455   0.836  1.00  0.00           H  
HETATM   34  H14 UNL     1       4.392  -0.916  -0.802  1.00  0.00           H  
HETATM   35  H15 UNL     1       5.313   1.870   0.070  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.770   1.376  -1.610  1.00  0.00           H  
HETATM   37  H17 UNL     1       8.977   0.387   0.125  1.00  0.00           H  
HETATM   38  H18 UNL     1       7.890  -1.018   0.453  1.00  0.00           H  
HETATM   39  H19 UNL     1       7.580   0.648   1.192  1.00  0.00           H  
HETATM   40  H20 UNL     1      -2.933   2.723  -0.395  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4    4
CONECT    3   24
CONECT    4    5
CONECT    5    6   18   25
CONECT    6    7   26   27
CONECT    7    8
CONECT    8    9   10   10
CONECT    9   28
CONECT   10   11
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   33   34
CONECT   14   15   35   36
CONECT   15   16   17   17
CONECT   16   37   38   39
CONECT   18   19   19   20
CONECT   20   40
END

HMDB0240561
     RDKit          3D
Sulforaphane-N-acetyl-cysteine
 40 39  0  0  0  0  0  0  0  0999 V2000
   -7.1128    0.3652    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5931   -0.7540   -0.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5090   -1.5857   -0.8285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3571   -1.0045   -0.3408 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3637   -0.1906    0.2888 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0115   -0.8208    0.0445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7405    0.1865    0.8285 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1197   -0.5483    0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0036   -2.0616   -0.3958 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9348   -0.0010    1.0163 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2178   -0.6002    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1020    0.4707    0.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5038   -0.0822   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2914    1.0730   -0.6936 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9597    0.6288   -1.0954 S   0  0  0  0  0  4  0  0  0  0  0  0
    7.9076    0.0763    0.3009 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0976   -0.2318   -2.3150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3498    1.1855   -0.2652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1354    1.5442   -1.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4410    2.1019    0.2399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6057    1.0994   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8973   -0.0334    1.3132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3062    0.8449    1.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9796   -1.3582   -1.6763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5293   -0.1400    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9997   -1.8424    0.4868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8512   -0.8423   -1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7315   -1.9471   -1.5746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6419   -0.8252    1.7950 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.4979    0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6585    0.8876   -0.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2557    1.2877    0.9172 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9161   -0.4553    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924   -0.9158   -0.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3134    1.8696    0.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    1.3758   -1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9770    0.3872    0.1246 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8903   -1.0176    0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5803    0.6480    1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9331    2.7233   -0.3952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  1
  6 26  1  0
  6 27  1  0
  9 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 13 33  1  0
 13 34  1  0
 14 35  1  0
 14 36  1  0
 16 37  1  0
 16 38  1  0
 16 39  1  0
 20 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Sulphoraphane-N-acetyl-cysteine	Generator
D,L-Sulphoraphane N-acetyl-L-cysteine	HMDB

Chemical Formula

C₁₁H₂₀N₂O₄S₃

Average Molecular Weight

340.47

Monoisotopic Molecular Weight

340.058520654

IUPAC Name

(2R)-2-[(1-hydroxyethylidene)amino]-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

Traditional Name

(2R)-2-[(1-hydroxyethylidene)amino]-3-{[(4-methanesulfinylbutyl)thio(carbonoimidyl)]sulfanyl}propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CSC(S)=NCCCCS(C)=O)(N=C(C)O)C(O)=O

InChI Identifier

InChI=1S/C11H20N2O4S3/c1-8(14)13-9(10(15)16)7-19-11(18)12-5-3-4-6-20(2)17/h9H,3-7H2,1-2H3,(H,12,18)(H,13,14)(H,15,16)/t9-,20?/m0/s1

InChI Key

IIHBKTCHILXGOT-KMYGYIBBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Cysteine or derivatives
Fatty acid
Dithiocarbamic acid ester
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Sulfoxide
Carboxylic acid
Monocarboxylic acid or derivatives
Sulfinyl compound
Sulfenyl compound
Organic oxygen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxide
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.06	ALOGPS
logP	-0.72	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	4.52	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.32 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	86.12 m³·mol⁻¹	ChemAxon
Polarizability	35.33 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	176.205	30932474
DeepCCS	[M-H]-	173.847	30932474
DeepCCS	[M-2H]-	206.733	30932474
DeepCCS	[M+Na]+	182.298	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sulforaphane-N-acetyl-cysteine	[H][C@@](CSC(S)=NCCCCS(C)=O)(N=C(C)O)C(O)=O	4125.2	Standard polar	33892256
Sulforaphane-N-acetyl-cysteine	[H][C@@](CSC(S)=NCCCCS(C)=O)(N=C(C)O)C(O)=O	2865.3	Standard non polar	33892256
Sulforaphane-N-acetyl-cysteine	[H][C@@](CSC(S)=NCCCCS(C)=O)(N=C(C)O)C(O)=O	2948.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sulforaphane-N-acetyl-cysteine,1TMS,isomer #1	CC(=N[C@@H](CSC(S)=NCCCCS(C)=O)C(=O)O)O[Si](C)(C)C	2690.7	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,1TMS,isomer #2	CC(O)=N[C@@H](CSC(S)=NCCCCS(C)=O)C(=O)O[Si](C)(C)C	2629.1	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,1TMS,isomer #3	CC(O)=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C)C(=O)O	2746.7	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,2TMS,isomer #1	CC(=N[C@@H](CSC(S)=NCCCCS(C)=O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2724.8	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,2TMS,isomer #2	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	2773.1	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,2TMS,isomer #3	CC(O)=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C	2705.4	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,3TMS,isomer #1	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2800.2	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,3TMS,isomer #1	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3263.6	Standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,3TMS,isomer #1	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	3623.7	Standard polar	33892256
Sulforaphane-N-acetyl-cysteine,1TBDMS,isomer #1	CC(=N[C@@H](CSC(S)=NCCCCS(C)=O)C(=O)O)O[Si](C)(C)C(C)(C)C	2890.2	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,1TBDMS,isomer #2	CC(O)=N[C@@H](CSC(S)=NCCCCS(C)=O)C(=O)O[Si](C)(C)C(C)(C)C	2841.2	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,1TBDMS,isomer #3	CC(O)=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O	2942.4	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,2TBDMS,isomer #1	CC(=N[C@@H](CSC(S)=NCCCCS(C)=O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3110.1	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,2TBDMS,isomer #2	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	3162.6	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,2TBDMS,isomer #3	CC(O)=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3145.3	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,3TBDMS,isomer #1	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3385.9	Semi standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,3TBDMS,isomer #1	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3888.3	Standard non polar	33892256
Sulforaphane-N-acetyl-cysteine,3TBDMS,isomer #1	CC(=N[C@@H](CSC(=NCCCCS(C)=O)S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3675.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sulforaphane-N-acetyl-cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sulforaphane-N-acetyl-cysteine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 10V, Positive-QTOF	splash10-03di-0911000000-87511a4d8e77d795d6ad	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 20V, Positive-QTOF	splash10-046s-3942000000-27777b70fe40a8242de0	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 40V, Positive-QTOF	splash10-05ur-9800000000-266ac3cc0b847069cc07	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 10V, Negative-QTOF	splash10-03di-9333000000-99ab70797f5c4536214b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 20V, Negative-QTOF	splash10-03di-9000000000-bf15cd425f563ac53884	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 40V, Negative-QTOF	splash10-03di-9100000000-cc8a4cfc228bfad3c5f4	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 10V, Positive-QTOF	splash10-0006-0349000000-66813f60f35481fa8dce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 20V, Positive-QTOF	splash10-001i-1970000000-33217f6784757ab41e0a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 40V, Positive-QTOF	splash10-0hh9-2930000000-f38d2b6dead3a75f1feb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 10V, Negative-QTOF	splash10-0a4r-1219000000-58c638b2c6e8e0626946	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 20V, Negative-QTOF	splash10-057l-6910000000-9fb0c3a9a1291e901055	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sulforaphane-N-acetyl-cysteine 40V, Negative-QTOF	splash10-0a5c-9100000000-714394c69d8ba4fc5a97	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093760

KNApSAcK ID

Not Available

Chemspider ID

29788097

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71772353

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Sulforaphane-N-acetyl-cysteine (HMDB0240561)

MOL for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

3D MOL for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

3D SDF for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

3D-SDF for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

PDB for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

3D PDB for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

SMILES for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

INCHI for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

Structure for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

3D Structure for HMDB0240561 (Sulforaphane-N-acetyl-cysteine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra